Discovery of thirteen cobalt( ii ) and copper( ii ) salicylaldehyde Schiff base complexes that induce apoptosis and autophagy in human lung adenocarcinoma A549/DDP cells and that can overcome cisplatin resistance in vitro and in vivo

In this study, 13 transition metal complexes, namely, [Cu(L 1 H)(H 2 O) 2 ]·(H 2 O)·NO 3 (1), [Cu(L n H 2 ) 2 ]·(NO 3 )·(H 2 O) 2 (2, n = 2; 3, n = 3; 4, n = 4; 5, n = 5), [Co(L n H) 2 ] 2 ·(H 2 O) 0.5 (6, n = 2; 7, n = 3; 8, n = 4; 9, n = 5), [Cu(L 6 H) 0.5 (L 10 H) 0.5 (phen)]·(CH 3 OH) 0.25 (10),...

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Published inDalton transactions : an international journal of inorganic chemistry Vol. 51; no. 10; pp. 4068 - 4078
Main Authors Chen, Ya-Ting, Zhang, Shao-Nan, Wang, Zhen-Feng, Wei, Qing-Min, Zhang, Shu-Hua
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 08.03.2022
Subjects
A549 Cells
Adenocarcinoma
Aldehydes - chemistry
Antineoplastic Agents - chemistry
Antineoplastic Agents - pharmacology
Apoptosis
Apoptosis - drug effects
Autophagy
Autophagy - drug effects
Chemical analysis
Cisplatin - pharmacology
Cobalt - chemistry
Coordination Complexes - chemistry
Coordination Complexes - pharmacology
Coordination compounds
Copper
Copper - chemistry
Crystals
Drug Resistance, Neoplasm
Humans
Imines
In vivo methods and tests
Infrared analysis
Infrared spectroscopy
Lung Neoplasms
Models, Molecular
Molecular Structure
Single crystals
Transition metal compounds
Xenotransplantation
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Abstract In this study, 13 transition metal complexes, namely, [Cu(L 1 H)(H 2 O) 2 ]·(H 2 O)·NO 3 (1), [Cu(L n H 2 ) 2 ]·(NO 3 )·(H 2 O) 2 (2, n = 2; 3, n = 3; 4, n = 4; 5, n = 5), [Co(L n H) 2 ] 2 ·(H 2 O) 0.5 (6, n = 2; 7, n = 3; 8, n = 4; 9, n = 5), [Cu(L 6 H) 0.5 (L 10 H) 0.5 (phen)]·(CH 3 OH) 0.25 (10), [Cu(L 11 H) (phen)] 4 ·(H 2 O) 9 (11), [Cu(L 8 H) 0.27 (L 12 H) 0.73 (phen)] 4 ·(H 2 O) 5.5 (CH 3 OH) (12), and [Cu(L 9 H) (phen)] 3 ·(H 2 O) 7 ·(CH 3 OH) (13), were synthesized using Schiff base ligands and characterized by elemental analysis (EA), infrared spectroscopy (IR), and single-crystal X-ray diffraction (SC-XRD). Compared with complexes 1–9, complexes 10–13 displayed stronger cytotoxic activities against the tested A549/DDP cancer cells (IC 50 = 0.97–3.31 μM), with differences greater than one order of magnitude. Moreover, complexes 11 and 13 could induce apoptosis and autophagy in A549/DDP cells via the mitochondrial dysfunction pathway that affects the regulation of autophagy- and mitochondrial-related proteins. Importantly, the results indicate that the two novel salicylaldehyde Schiff base analogs, 11 and 13, exhibited pronounced and selective activity against A549/DDP xenografts in vivo .
AbstractList In this study, 13 transition metal complexes, namely, [Cu(L H)(H O) ]·(H O)·NO (1), [Cu(L H ) ]·(NO )·(H O) (2, = 2; 3, = 3; 4, = 4; 5, = 5), [Co(L H) ] ·(H O) (6, = 2; 7, = 3; 8, = 4; 9, = 5), [Cu(L H) (L H) (phen)]·(CH OH) (10), [Cu(L H) (phen)] ·(H O) (11), [Cu(L H) (L H) (phen)] ·(H O) (CH OH) (12), and [Cu(L H) (phen)] ·(H O) ·(CH OH) (13), were synthesized using Schiff base ligands and characterized by elemental analysis (EA), infrared spectroscopy (IR), and single-crystal X-ray diffraction (SC-XRD). Compared with complexes 1-9, complexes 10-13 displayed stronger cytotoxic activities against the tested A549/DDP cancer cells (IC = 0.97-3.31 μM), with differences greater than one order of magnitude. Moreover, complexes 11 and 13 could induce apoptosis and autophagy in A549/DDP cells the mitochondrial dysfunction pathway that affects the regulation of autophagy- and mitochondrial-related proteins. Importantly, the results indicate that the two novel salicylaldehyde Schiff base analogs, 11 and 13, exhibited pronounced and selective activity against A549/DDP xenografts .
In this study, 13 transition metal complexes, namely, [Cu(L1H)(H2O)2]·(H2O)·NO3 (1), [Cu(LnH2)2]·(NO3)·(H2O)2 (2, n = 2; 3, n = 3; 4, n = 4; 5, n = 5), [Co(LnH)2]2·(H2O)0.5 (6, n = 2; 7, n = 3; 8, n = 4; 9, n = 5), [Cu(L6H)0.5(L10H)0.5(phen)]·(CH3OH)0.25 (10), [Cu(L11H) (phen)]4·(H2O)9 (11), [Cu(L8H)0.27(L12H)0.73(phen)]4·(H2O)5.5(CH3OH) (12), and [Cu(L9H) (phen)]3·(H2O)7·(CH3OH) (13), were synthesized using Schiff base ligands and characterized by elemental analysis (EA), infrared spectroscopy (IR), and single-crystal X-ray diffraction (SC-XRD). Compared with complexes 1–9, complexes 10–13 displayed stronger cytotoxic activities against the tested A549/DDP cancer cells (IC50 = 0.97–3.31 μM), with differences greater than one order of magnitude. Moreover, complexes 11 and 13 could induce apoptosis and autophagy in A549/DDP cells via the mitochondrial dysfunction pathway that affects the regulation of autophagy- and mitochondrial-related proteins. Importantly, the results indicate that the two novel salicylaldehyde Schiff base analogs, 11 and 13, exhibited pronounced and selective activity against A549/DDP xenografts in vivo.
In this study, 13 transition metal complexes, namely, [Cu(L 1 H)(H 2 O) 2 ]·(H 2 O)·NO 3 (1), [Cu(L n H 2 ) 2 ]·(NO 3 )·(H 2 O) 2 (2, n = 2; 3, n = 3; 4, n = 4; 5, n = 5), [Co(L n H) 2 ] 2 ·(H 2 O) 0.5 (6, n = 2; 7, n = 3; 8, n = 4; 9, n = 5), [Cu(L 6 H) 0.5 (L 10 H) 0.5 (phen)]·(CH 3 OH) 0.25 (10), [Cu(L 11 H) (phen)] 4 ·(H 2 O) 9 (11), [Cu(L 8 H) 0.27 (L 12 H) 0.73 (phen)] 4 ·(H 2 O) 5.5 (CH 3 OH) (12), and [Cu(L 9 H) (phen)] 3 ·(H 2 O) 7 ·(CH 3 OH) (13), were synthesized using Schiff base ligands and characterized by elemental analysis (EA), infrared spectroscopy (IR), and single-crystal X-ray diffraction (SC-XRD). Compared with complexes 1–9, complexes 10–13 displayed stronger cytotoxic activities against the tested A549/DDP cancer cells (IC 50 = 0.97–3.31 μM), with differences greater than one order of magnitude. Moreover, complexes 11 and 13 could induce apoptosis and autophagy in A549/DDP cells via the mitochondrial dysfunction pathway that affects the regulation of autophagy- and mitochondrial-related proteins. Importantly, the results indicate that the two novel salicylaldehyde Schiff base analogs, 11 and 13, exhibited pronounced and selective activity against A549/DDP xenografts in vivo .
In this study, 13 transition metal complexes, namely, [Cu(L1H)(H2O)2]·(H2O)·NO3 (1), [Cu(LnH2)2]·(NO3)·(H2O)2 (2, n = 2; 3, n = 3; 4, n = 4; 5, n = 5), [Co(LnH)2]2·(H2O)0.5 (6, n = 2; 7, n = 3; 8, n = 4; 9, n = 5), [Cu(L6H)0.5(L10H)0.5(phen)]·(CH3OH)0.25 (10), [Cu(L11H) (phen)]4·(H2O)9 (11), [Cu(L8H)0.27(L12H)0.73(phen)]4·(H2O)5.5(CH3OH) (12), and [Cu(L9H) (phen)]3·(H2O)7·(CH3OH) (13), were synthesized using Schiff base ligands and characterized by elemental analysis (EA), infrared spectroscopy (IR), and single-crystal X-ray diffraction (SC-XRD). Compared with complexes 1-9, complexes 10-13 displayed stronger cytotoxic activities against the tested A549/DDP cancer cells (IC50 = 0.97-3.31 μM), with differences greater than one order of magnitude. Moreover, complexes 11 and 13 could induce apoptosis and autophagy in A549/DDP cells via the mitochondrial dysfunction pathway that affects the regulation of autophagy- and mitochondrial-related proteins. Importantly, the results indicate that the two novel salicylaldehyde Schiff base analogs, 11 and 13, exhibited pronounced and selective activity against A549/DDP xenografts in vivo.In this study, 13 transition metal complexes, namely, [Cu(L1H)(H2O)2]·(H2O)·NO3 (1), [Cu(LnH2)2]·(NO3)·(H2O)2 (2, n = 2; 3, n = 3; 4, n = 4; 5, n = 5), [Co(LnH)2]2·(H2O)0.5 (6, n = 2; 7, n = 3; 8, n = 4; 9, n = 5), [Cu(L6H)0.5(L10H)0.5(phen)]·(CH3OH)0.25 (10), [Cu(L11H) (phen)]4·(H2O)9 (11), [Cu(L8H)0.27(L12H)0.73(phen)]4·(H2O)5.5(CH3OH) (12), and [Cu(L9H) (phen)]3·(H2O)7·(CH3OH) (13), were synthesized using Schiff base ligands and characterized by elemental analysis (EA), infrared spectroscopy (IR), and single-crystal X-ray diffraction (SC-XRD). Compared with complexes 1-9, complexes 10-13 displayed stronger cytotoxic activities against the tested A549/DDP cancer cells (IC50 = 0.97-3.31 μM), with differences greater than one order of magnitude. Moreover, complexes 11 and 13 could induce apoptosis and autophagy in A549/DDP cells via the mitochondrial dysfunction pathway that affects the regulation of autophagy- and mitochondrial-related proteins. Importantly, the results indicate that the two novel salicylaldehyde Schiff base analogs, 11 and 13, exhibited pronounced and selective activity against A549/DDP xenografts in vivo.
Author Chen, Ya-Ting
Zhang, Shao-Nan
Wang, Zhen-Feng
Wei, Qing-Min
Zhang, Shu-Hua
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  organization: College of Chemistry, Guangdong University of Petrochemical Technology, Maoming, Guangdong, 525000, P R China, Guangxi Key Laboratory of Electrochemical and Magnetochemical Functional Materials, College of Chemistry and Bioengineering, Guilin University of Technology, Guilin, 541004, P R China
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  organization: Guangxi Key Laboratory of Electrochemical and Magnetochemical Functional Materials, College of Chemistry and Bioengineering, Guilin University of Technology, Guilin, 541004, P R China
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  fullname: Wang, Zhen-Feng
  organization: Guangxi Key Laboratory of Electrochemical and Magnetochemical Functional Materials, College of Chemistry and Bioengineering, Guilin University of Technology, Guilin, 541004, P R China
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  fullname: Wei, Qing-Min
  organization: College of Chemistry and Food Science, Yulin Normal University, 1303 Jiaoyudong Road, Yulin 537000, PR China
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  givenname: Shu-Hua
  orcidid: 0000-0002-1097-1674
  surname: Zhang
  fullname: Zhang, Shu-Hua
  organization: College of Chemistry, Guangdong University of Petrochemical Technology, Maoming, Guangdong, 525000, P R China, Guangxi Key Laboratory of Electrochemical and Magnetochemical Functional Materials, College of Chemistry and Bioengineering, Guilin University of Technology, Guilin, 541004, P R China
BackLink https://www.ncbi.nlm.nih.gov/pubmed/35179159$$D View this record in MEDLINE/PubMed
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Snippet In this study, 13 transition metal complexes, namely, [Cu(L 1 H)(H 2 O) 2 ]·(H 2 O)·NO 3 (1), [Cu(L n H 2 ) 2 ]·(NO 3 )·(H 2 O) 2 (2, n = 2; 3, n = 3; 4, n =...
In this study, 13 transition metal complexes, namely, [Cu(L H)(H O) ]·(H O)·NO (1), [Cu(L H ) ]·(NO )·(H O) (2, = 2; 3, = 3; 4, = 4; 5, = 5), [Co(L H) ] ·(H O)...
In this study, 13 transition metal complexes, namely, [Cu(L1H)(H2O)2]·(H2O)·NO3 (1), [Cu(LnH2)2]·(NO3)·(H2O)2 (2, n = 2; 3, n = 3; 4, n = 4; 5, n = 5),...
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SubjectTerms A549 Cells
Adenocarcinoma
Aldehydes - chemistry
Antineoplastic Agents - chemistry
Antineoplastic Agents - pharmacology
Apoptosis
Apoptosis - drug effects
Autophagy
Autophagy - drug effects
Chemical analysis
Cisplatin - pharmacology
Cobalt - chemistry
Coordination Complexes - chemistry
Coordination Complexes - pharmacology
Coordination compounds
Copper
Copper - chemistry
Crystals
Drug Resistance, Neoplasm
Humans
Imines
In vivo methods and tests
Infrared analysis
Infrared spectroscopy
Lung Neoplasms
Models, Molecular
Molecular Structure
Single crystals
Transition metal compounds
Xenotransplantation
Title Discovery of thirteen cobalt( ii ) and copper( ii ) salicylaldehyde Schiff base complexes that induce apoptosis and autophagy in human lung adenocarcinoma A549/DDP cells and that can overcome cisplatin resistance in vitro and in vivo
URI https://www.ncbi.nlm.nih.gov/pubmed/35179159
https://www.proquest.com/docview/2637186908
https://www.proquest.com/docview/2630928029
Volume 51
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